Director, AI Customer Strategy
regal.io
Software Engineering, Data Science, Customer Service
New York, NY, USA
USD 175k-250k / year + Equity
Posted on Jan 10, 2026
ABOUT US:
Founded in 2020, Regal is the AI Agent Platform. Regal gives every company the tools to transform customer communications with delightful AI Agents that are connected to your data, easy to customize and monitor, always available, and ready to take action. Power better support, sales, and operations – with way less effort. Our founders, Alex Levin and Rebecca Greene, helped build Angi (Angie’s List, HomeAdvisor, and Handy) to over $1.5B in revenue.
Based in Manhattan, we’re building an in-person culture of entrepreneurs who want to win and build something meaningful. We’re backed by top investors including Founder Collective, Homebrew, and Emergence Capital.
Come join us as we create a category-defining company, and follow Regal's company page on LinkedIn to stay up-to-date on our journey and current job openings!
We’re moving fast, and the numbers speak for themselves:
- Partnered with enterprise brands like Google, AAA, Ro, Coursera
- Raised $82M (top tier investors including Emergence & Homebrew)
- Completed 250MM+ calls
- Driven $7B revenue for customers
- Scaled to $## ARR
- Built amazing NYC (NoMad) in office culture
ABOUT THE ROLE
As Director, AI Customer Strategy at Regal, you’ll lead customer launches and manage a team of Forward Deployed Engineers responsible for bringing our AI Agents to life in production. Each customer deployment is a fast-paced, high-impact product launch. You’ll own the overall customer strategy, align stakeholders, shape execution plans, and ensure every customer achieves measurable impact within their first two weeks.
In this role, you’ll define how Regal partners with customers to operationalize AI. You’ll build repeatable playbooks, refine our launch methodology, and help scale a world-class customer strategy organization. You’re equal parts trusted advisor to customers and an internal leader to your team.
This role is for someone who doesn’t know the meaning of “not my problem.” You take end-to-end ownership, step into ambiguity, and do what it takes to move customers forward. It’s a unique opportunity to work with founders at the forefront of AI innovation and shape the future of AI-powered communication. Whether you are a former CS undergrad who went into business or an MBA graduate with technical chops, this is your opportunity to lead from the front.
RESPONSIBILITIES:
- Own end-to-end customer delivery from kickoff to go-live, overseeing multiple launches at once while ensuring quality, velocity, and customer satisfaction
- Manage a team of Forward Deployed Engineers, reviewing work, unblocking challenges, and helping prioritize customer and internal initiatives
- Define success metrics and ensure every AI Agent drives measurable business outcomes
- Partner closely with Product, AI, and Customer Success to translate customer deployment insights into roadmap priorities, voice model improvements, and scalable implementation playbooks
- Define and continuously refine Regal’s playbook for implementation excellence
- Drive growth and strategic impact by owning revenue-generating initiatives, expanding AI adoption and use cases, delivering data-driven insights to leadership and the board, and contributing to Regal’s overall company strategy
- Expect to travel ~1 week per month for key customer launches, executive reviews, or cross-functional workshops
ABOUT YOU:
- 6–15 years of experience in technical, customer-facing, or product leadership roles, with a proven track record of driving projects from 0 to 1 and delivering measurable business impact
- Experienced in managing enterprise customer deployments, integrations, and cross-functional initiatives, balancing customer urgency with long-term scalability
- Commercially minded, you understand how successful deployments unlock renewals, expansions, and customer advocacy
- Strong analytical skills who defers to using data to inform decisions, define success metrics, and drive continuous improvement
- Exceptional project management and organizational skills — able to simplify complexity, prioritize competing initiatives, and hold teams accountable while setting clear strategic direction
- Relentless ownership mindset: no task is too small, hands-on when needed, and equally skilled at leading teams, coaching talent, and partnering with executives
- Working knowledge of APIs, data flows, and light-coding experience (JavaScript, Python, or similar)
BENEFITS/PERKS:
- We care about your health!
- Medical, Dental, and Vision plans - 80% covered by the company
- Flexible PTO & 11 paid holidays/year
- Subsidized ClassPass membership
- We care about future you!
- 401k Plan
- Paid parental leave
- Pre-tax commuter benefits
- We care about connection!
- In-office breakfast and snacks daily
- Happy hours, team outings, & annual off-sites
- Complete laptop workstation
- & more to come!
POSITION LOCATION & OFFICE DETAILS:
This position is only available in New York City (HQ- NoMad). Hybrid roles are required in office T/W/TH and office optional M/F.
*If you think you’re missing relevant experience but you’re hungry and a fast learner (and can prove it), we want to hear from you!
175000 - 250000 USD a year
The reasonably estimated base salary for this role is provided as a range within this job description. All offers include a competitive equity package and some offers may additionally include a variable compensation component. Actual compensation is determined on an individualized basis taking into consideration factors such as the candidate's skills, location, qualifications, experience, and relevant education or training. In addition, Regal offers a comprehensive set of employee benefits which are listed above. Details about the compensation package will be finalized at the time of offer.